102 Winter, Williamsburg, VA 23188
OFF MARKET

102 Winter
Williamsburg, VA 23188

  • 2 Beds
  • 2 Baths
  • 1,614 sqft (on 0.35 acres)

$336,400

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $1,940/mo*
Refinance Your Home

$336,400

Trulia Estimate
as of Jul 31, 2026
Est. Refi. Payment $1,940/mo*
Refinance Your Home
2 Beds
2 Baths
1,614 sqft
(on 0.35 acres)

Local Information

  • Map ViewExplore the area around 102 Winter.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1984
Lot Size
0.35 acres
Living Area
1,614 sqft
Price/Sqft
$208
Parking
None

About this House

You have been looking for that unique opportunity to own a home full of charm and character in Williamsburg! Look no further, your Treehouse Home awaits! Nestled in the woods of Season's Trace, this 2-bedroom, 2-bathroom, 1,614 sq. ft. home has everything you are looking for! 102 Winter East allows for one level living. The open floor plan, large deck and sunroom grant the perfect dynamic for entertaining. Remodeled bathroom, tons of natural light, beautiful wood floors, and so much more! Come enjoy this hidden beauty! Subject to a ratified contract with contingencies. Owner wishes to continue to show the property and may consider backup/other offers.
102 Winter, Williamsburg, VA 23188 is a 2 bedroom, 2 bathroom, 1,614 sqft single-family home built in 1984. It last sold for the $260,000 asking price on Dec 17, 2021. It is currently off market. The Trulia Estimate is $336,400, with a rent estimate of $2,155/month.
Contact this Building
Property Website

Home Details for 102 Winter

Interior Features

Heating & Cooling
Heating: Forced Air, Natural GasAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Tile, Wood

Exterior Features

Exterior Home Features
Roof: Asphalt, Shingle
Pool
Pool
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1984
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow, Cottage

Lot Information

Lot Area: 0.35 acres
Last check for updates: about 6 hours ago
Listed by Kayla L Jones
Long & Foster Real Estate, Inc.
Source: Long & Foster Broker Feed, MLS#2104468

Price History for 102 Winter

DatePriceEventSource
12/17/2021$260,000Sold
Long & Foster Broker Feed #2104468_256

Market trends in Williamsburg

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$492K
$24.17KMoM
Sale-to-List Price
99.8%
Price per sq ft
$220
$4MoM
Available listings
459
45MoM
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Comparable Sales for 102 Winter

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
113 Southeast Trce, Williamsburg, VA
0.25
Single-Family Home
$325,000
10/24/25
3
2
1,687
906 Wood Duck Cmns, Williamsburg, VA
0.10
Single-Family Home
$315,000
10/02/25
2
2
1,415
909 Wood Duck Cmns, Williamsburg, VA
0.12
Single-Family Home
$305,000
08/12/25
2
2
1,479
864 Sugarloaf Run, Williamsburg, VA
0.18
Single-Family Home
$330,000
12/22/25
3
2.5
1,664
942 Pheasant Run, Williamsburg, VA
0.18
Single-Family Home
$310,000
05/15/26
3
2
1,072
111 North Trace, Williamsburg, VA
0.18
Single-Family Home
$124,000
10/27/88
4
2.5
2,460
874 Sugarloaf Run, Williamsburg, VA
0.23
Single-Family Home
$349,900
05/22/26
3
2.5
1,664
926 Pheasant Run, Williamsburg, VA
0.16
Single-Family Home
$310,000
09/02/25
3
2
1,500
845 Vail Rdg, Williamsburg, VA
0.17
Single-Family Home
$335,000
12/11/25
4
2.5
1,836

Nearby homes

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Assigned Schools

These are the assigned schools for 102 Winter.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Williamsburg

At least 505 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 87 % Say car is needed

  • 83 % Say parking is easy

  • 80 % Say there's holiday spirit

  • 78 % Say it's quiet

  • 74 % Say people would walk alone at night

  • 73 % Say yards are well-kept

  • 69 % Say kids play outside

  • 60 % Say there's wildlife

  • 56 % Say neighbors are friendly

  • 55 % Say there are sidewalks

  • 52 % Say they plan to stay for at least 5 years

  • 49 % Say streets are well-lit

  • 36 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 34 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "My area is very dog friendly "
    0
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  • Mspeek35
    "We just moved here 4 years ago the schools are good there’s a lot of things to as a family "
    0
    Flag
  • Yfz4k7khrd
    "great access, good people, nice place to live"
    0
    Flag
  • Smancilla10
    "Many families with dogs in my neighborhood. It feels safe to walk during the day and at night. All owners pick up after their dogs. "
    0
    Flag
  • Amy Guerin
    "There is a local concert series in spring and summer seasons. Many locals attend, and it’s amazing. "
    0
    Flag
  • Patsy7
    "Ability to walk your dog safely, 99% of the time. Minimum traffic to be concerned about, and it is clean in the streets mostly."
    0
    Flag
  • Laila Richard
    "Colonial Williamsburg is nearby and has community events every holiday. William & Mary College also has many activities and events. "
    0
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  • R6hqhw7b4c
    "No dogs larger than minis allowed, it is very sad. "
    0
    Flag
  • Carter25102000
    "Easy commute. I’m right by major highways and streets. My drive to work isn’t that bad and drive to Richmond isn’t too bad either"
    0
    Flag
  • Betticushing
    "There are many people walking their dogs on leashes and they seem to enjoy the neighborhood. Most people pick up after their dogs, though I’ve seen an occasional pile of doggie poop on the edge of the road. "
    0
    Flag
  • Mrs. Alicia D. roberts
    "Nice walking trails, a lot of bark parks, there is nothing they would t like as long as they are taken care of."
    0
    Flag
  • Romamer
    "We have Veteran’s Park a mile away that has play area for kids, free pickleball courts, and beautiful gardens with a picnic area. "
    0
    Flag
  • Aiden Mills
    "Unless your work is in Williamsburg a car is always needed. Traffic is not bad and only really gets congested around the tourist areas and even then it’s not too bad."
    0
    Flag
  • Casheeish
    "The historic area of Colonial Williamsburg is located conveniently nearby and provides an excellent venue for dog walking"
    0
    Flag
  • Aiden Mills
    "Dog owners would love the grass and dog park in my area. Owners would not like the amount of cars going through my neighborhood."
    0
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  • Casheeish
    "The Grand Illumination and Independence Day festivities in the historic area of Colonial Williamsburg are celebrations unique to our community. "
    0
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  • Ashlee C
    "My commute can range anywhere from seven to eleven minutes depending on traffic. It’s a very easy ride to work and I’m greatful for that!"
    0
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  • Jygz8p77tx
    "Wonderful town to call home. Safe and friendly community. Good schools and hospitals. Many community businesses as well as churches. "
    0
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  • Trulia User
    "It’s a very nice family friendly neighborhood, very quiet. Well maintained, and centrally located to lots of stores and highway"
    0
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  • Trulia User
    "The area has a great holiday spirit, nobody is too neighborly per se, but people do check on each other. During the holidays ie. Christmas time a lot of the people here decorate their houses and people drive around and look at the holiday lights. Also, during Halloween a lot of the kids go and trick-or-treat together."
    4
    Flag
  • Trulia User
    "Quiet, safe close to schools and stores. Lots of pet owners who watch out for neighbors pets and houses"
    4
    Flag
  • Trulia User
    "pretty good neighborhood. we have a store and 3 churches all within a vert short walking distance. There is also a school with a park for kids."
    2
    Flag
  • Trulia User
    "Small, can be busy with kids in the summer of course, but clean, small trail along the front, community pool and playground, nice neighbors in my experience. Management? Eh. "
    1
    Flag
  • Trulia User
    "we love this neighborhood! it is great for raising a family! we are close to lots of cool places and a wonderful church!"
    1
    Flag
  • Sharon H.
    "My neighborhood is in a great location and has a very diverse population. The public transportation is at the entrance of my neighborhood.The lawns are well manicured. The busses are clean and social distancing is practiced. It is a comfortable ride and the people are nice. There are stores and eateries are right on the line."
    3
    Flag
  • Jessica W.
    "Very warming, clean sides roads and lots of deers!!. "
    21
    Flag
  • Tara B.
    "Obly has a 20 minute drive to Fort Eustis military installation every day. Newly paved highway lanes make it even more accessible."
    1
    Flag
  • Betsyedwards11
    "Great school district and neighborhood- one way in one way out - never farther than 20 min from anywhere in Williamsburg "
    0
    Flag
  • Joy B.
    "There’s a lot of families here, activities for the children is abundant, then you have the historical side which is great for learning. "
    8
    Flag
  • Julie C.
    "Williamsburg is a safe community with great schools. I especially like to different cultural event available. "
    0
    Flag
  • Adam D.
    "Williamsburg is exciting not because of what it *is*, but because of what it is *going to* be, or what it *could* be. Lots of southern passive aggression, but also lots of truly friendly, laid back people. Look for the city to get younger and younger as the "college town" infrastructure continues to expand."
    23
    Flag
  • Trulia User
    "Great for families. Plenty of places to eat and shop. As well as loads of history to see and visit. "
    3
    Flag
  • Jvshelton
    "Its a nice place to bring up children and many places in History to learn about And places to have fun Moderate temps all year great schools "
    0
    Flag
  • Caroline C.
    "The Williamsburg farmers market is my favorite community event. Everyone brings their families and pets, and it feels good to support small farmers. "
    0
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  • Latrelle J.
    "I was born and raised here and if I could afford to live here I’d stay! The chills are ok if you stay in touch with the teachers and up to date with your child’s progress yourself. It’s clean too."
    2
    Flag
  • Peter L.
    "People are nice and it feels safe to walk around at night. I never had a problem with anyone. It's great gor kids and family to visit."
    0
    Flag
  • Ruca60
    "It’s friendly, cultured, good values, easy to get around in your car, lots restaurants, lots to do. And the beach is only an hour and a half away."
    0
    Flag
  • Kelly
    "I’ve lived in this neighborhood for 3 years... lots of long time residents and houses do not come up for sale often. Kid and dog friendly. Close to the York river State Park"
    4
    Flag
  • Laura W.
    "Colonial Williamsburg is wonderful for company and for every day adventures. There are a good mix of people and a large dog community. "
    0
    Flag
  • Gonzalez
    "It’s a great neighborhood because is very quiet. There is nothing more complacent then coming home from a long day of work and being able to relax and enjoy the calming and peaceful atmosphere of your home and neighborhood "
    0
    Flag

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Apartments for Rent

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Homes for sale near 102 Winter

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Off Market Homes Near 102 Winter

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Listing information is deemed reliable, but not guaranteed.